N-hydroxysuccinimide ester of 3-methylthiopropione acid | 106520-77-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: N-hydroxysuccinimide ester of 3-methylthiopropione acid
• 英文别名: 3-methylsulfanyl-propionic acid N-hydroxysuccinimide ester；1-{[3-(Methylsulfanyl)propanoyl]oxy}pyrrolidine-2,5-dione；(2,5-dioxopyrrolidin-1-yl) 3-methylsulfanylpropanoate
• CAS: 106520-77-8
• 化学式: C₈H₁₁NO₄S
• mdl: MFCD22193816
• 分子量: 217.246
• InChiKey: JBXCJXIGIRTHQP-UHFFFAOYSA-N

物化性质

• 沸点：
  335.0±44.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.625
• 拓扑面积：
  89
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,2二硬酯酸-3磷脂酰乙醇胺 、 N-hydroxysuccinimide ester of 3-methylthiopropione acid 在 三乙胺 作用下， 以 氯仿 为溶剂， 以53%的产率得到Octadecanoic acid (R)-2-{hydroxy-[2-(3-methylsulfanyl-propionylamino)-ethoxy]-phosphoryloxy}-1-octadecanoyloxymethyl-ethyl ester
  参考文献：
  名称：

  Transbilayer Complementarity of Phospholipids. A Look beyond the Fluid Mosaic Model

  摘要：

  Lipid-lipid interactions across a phospholipid bilayer were probed by measuring the nearest-neighbor preferences of exchangeable phospholipid monomers derived from 1,2-dimyristoyl-sn-glycero-3-phosphoethanolamine (DMPE) and 1,2-distearoyl-sn-glycero-3-phosphoethanolamine (DSPE) in the presence of nonexchangeable DMPE- or DSPE-based dimers. Each of these permanent dimers promoted homophospholipid association to the same extent, whereas the corresponding nonexchangeable monomers were without effect. These results support a model in which the longer phospholipids in one monolayer leaflet preferentially associate with shorter ones in the adjoining monolayer. Such transbilayer complementarity is likely to play an important role in stabilizing biological membranes and also in promoting a compositional interdependence of their two lipid leaflets.

  DOI：

  10.1021/ja046892a
• 作为产物：
  描述：

  N-羟基丁二酰亚胺 、 3-(甲基硫代)丙酸 在 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 为溶剂， 以55%的产率得到N-hydroxysuccinimide ester of 3-methylthiopropione acid
  参考文献：
  名称：

  Transbilayer Complementarity of Phospholipids. A Look beyond the Fluid Mosaic Model

  摘要：

  Lipid-lipid interactions across a phospholipid bilayer were probed by measuring the nearest-neighbor preferences of exchangeable phospholipid monomers derived from 1,2-dimyristoyl-sn-glycero-3-phosphoethanolamine (DMPE) and 1,2-distearoyl-sn-glycero-3-phosphoethanolamine (DSPE) in the presence of nonexchangeable DMPE- or DSPE-based dimers. Each of these permanent dimers promoted homophospholipid association to the same extent, whereas the corresponding nonexchangeable monomers were without effect. These results support a model in which the longer phospholipids in one monolayer leaflet preferentially associate with shorter ones in the adjoining monolayer. Such transbilayer complementarity is likely to play an important role in stabilizing biological membranes and also in promoting a compositional interdependence of their two lipid leaflets.

  DOI：

  10.1021/ja046892a

文献信息

• [EN] TUNABLE FLUORESCENCE USING CLEAVABLE LINKERS<br/>[FR] FLUORESCENCE RÉGLABLE À L'AIDE DE LIEURS CLIVABLES
  申请人：AGENCY SCIENCE TECH & RES

  公开号：WO2014171899A1

  公开（公告）日：2014-10-23

  The invention relates to cleavable chemistry in general, and in particular, to tunable fluoresence using cleavable linkers present in fluorochrome-quencher conjugates.

  这项发明涉及可切割化学反应，特别是利用存在于荧光染料-猝灭剂共轭物中的可切割连接物来实现可调节荧光。
• Nonenzymatic sequence-specific cleavage of single-stranded DNA to nucleotide resolution. DNA methyl thioether probes
  作者：Brent L. Iverson、Peter B. Dervan

  DOI：10.1021/ja00238a041

  日期：1987.2

  We report the sequence-specific cleavage of single-stranded DNA to nucleotide resolution using chemically activated oligodeoxynucleotide methyl thioether hybridization probes (DNAMT). 5-[3-[ [3-(Methylthio)propionyl]amino]-trans-1- propenylldeoxyuridine S’-triphosphate (MT-dUTP) was enzymatically incorporated into an oligonucleotide duplex by using the Klenow fragment of DNA polymerase. Activation

  我们报告了使用化学活化的寡脱氧核苷酸甲基硫醚杂交探针 (DNAMT) 将单链 DNA 的序列特异性裂解到核苷酸分辨率。5-[3-[[3-(甲硫基)丙酰基]氨基]-反式-1-丙烯基脱氧尿苷S'-三磷酸(MT-dUTP)通过使用DNA聚合酶的Klenow片段酶促掺入寡核苷酸双链体中。在 25 OC、pH 5.5 下用 CNBr 活化，然后用哌啶处理，在修饰碱基 5' 侧的单个鸟嘌呤 (G) 残基处的互补链上产生裂解。
• WO2008/141799
  申请人：——

  公开号：——

  公开（公告）日：——
• IMMOBILIZING MOLECULES ON A SOLID SUPPORT
  申请人：Martin Lisandra Lorraine

  公开号：US20100249375A1

  公开（公告）日：2010-09-30

  A method for selectively orienting molecules on a surface of a solid support. The method includes: (a) attaching a linker molecule to the surface of the solid support, the linker molecule including a head group that is capable of binding to the solid support, and a tail group that is capable of chelating to a metal ion; (b) subsequently treating the solid support with a solution containing the metal ion; (c) attaching a metal ion chelating tag to the molecules to form tagged molecules; and (d) capturing the tagged molecules on the solid support by contacting it with the tagged molecules to form a monolayer of molecules on the surface of the solid support in which a majority of the molecules are held in the same orientation with respect to the surface.
• PROTEIN MONOMER, PROTEIN POLYMER OBTAINED FROM SAID MONOMER, AND DEVICE THAT CONTAINS THEM
  申请人：Hayashi Takashi

  公开号：US20110130550A1

  公开（公告）日：2011-06-02

  A protein polymer having a larger molecular weight is provided by regularly arranging a protein having a large molecular weight. The protein polymer having a large molecular weight can be obtained using a protein monomer represented by formula (I) or a salt thereof: wherein R 1 , R 2 , R 3 , R 4 , Y, and X are as defined in the specification.